Vacation Rentals & Villas in Anguilla

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333 villas

Mangrove Villa at Indigo Reef

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,260

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$401

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$859

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,661

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$1,025

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$882

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,260

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,661

Three Dolphins Lockrum Bay, Anguilla BWI

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the location and the service, not just the staff, but the owner herself was beyond our expectations. The house is spectacular as are the surrounding gardens and grounds. The owner assisted us in procuring a rental car which was waiting for us when we arrived at the villa. Since we arrived late in the day they also, by prior arrangement, helped to have some light provisions in the fridge for our arrival. We will be returning.

Match: Private outdoor pool (unheated)

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Price per night from

$2,290

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,650

COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,071

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$401

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,638

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,310

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$965

Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,067

Anguilla Bow Green Villa on Rendezvous Bay Beach

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$717

EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,449

Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$4,753

Villa Kandara | Beach View - Located in Stunning West End with Private Pool

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$3,880

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,436

Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo

Sandy Hill Bay villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,455

Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf

Blowing Point house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 10 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$2,370

Great rentals within 20 miles that match your search

 Villa Cyrano, lowland, Saint Martin.

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$724

Match: Private outdoor pool (unheated)

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Price per night from

$643

JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$400

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

Match: Private outdoor pool (unheated)

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Price per night from

$1,500

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,572

LA DACHA... Luxurious 5 BR oceanfront villa estate perfect for Entertaining!

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,143

CASA SAND... Gorgeous tropical hideaway! Very private and quiet!

Anse Marcel house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$540

ENCORE... Fabulous villa with 6 huge master suites, heated pool

Terres Basses house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,264

LIBELLULE....Spacious 5 BR Walk To Fabulous Baie Rouge Beach!

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,429

LA PERLA BIANCA.... Very Cool, Luxurious Romantic Hideaway on Baie Rouge Beach

Terres Basses house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$1,000

FALAISE DES OISEAUX... Perfect for couples, privacy, stunning views!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent” Wonderful home for 2-4 people. Excellent staff at house. Close to beach, stores, etc. Views of ocean, island and anquilla are the best. Total privacy within 5 acre property. St Martin Reservation Center are by far the best we have ever dealt with on any vacation. We have rented this property for 9 straight years and Ted and his staff do it all. They arrange for pickup at airport, delivery of rental car to house and make sure our vacation is worry free. They have also recomended new restaurants over the years. Joann, at reservation center recomended this property after I viewed 5 in 2004. Joann guided me to chose this one based on her expierence with the properties. We have not been disapointed. Highly recomend the property and St Martin Reservation Center.

Match: Private outdoor pool (unheated)

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Price per night from

$700

CALLISTO... Full AC, lovely sunset views!

Terres Basses house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Gorgeous, but do not forget your bug spray.” We absolutely loved Callisto...a gorgeous property that is nicely designed with 3 "Master" bedrooms.Very clean and comfort! Everything was perfect but be forewarned...there are tons of tiny mosquitos and this is open living! The wall of sliders opens the entire villa to the gorgeous outdoor living area and the infinity pool...with spectacular views. I'll book Callisto again. Lovely property.You can't beat this place...just bring your bug spray!

Match: Private outdoor pool (unheated)

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Price per night from

$558

SOL E LUNA... Beautifully appointed, comfortable and very priva, huge pool!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$643

MONGOOSE RUN... Views, Views, Views!... exclusive and gorgeous!

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$700

LOTUS...St Martin rental villa in French Lowlands...Open and fully air condition

Terres Basses house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$857

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